1-Cyclopropylpropan-1-amine hydrochloride → [4-(2-Chloro-4-dimethylamino-5-fluoro-phenyl)-3-nitro-pyridin-2-yl]-(1-cyclopropyl-propyl)-amine

Participants

Role	Name	HCID	Charge
Reactant	1-Cyclopropylpropan-1-amine hydrochloride	HCID 18769937	—
Reactant	Trifluoro-methanesulfonic acid 4-(2-chloro-4-dimethylamino-5-fluoro-phenyl)-3-nitro-pyridin-2-yl ester	HCID 86591998	—
Product	[4-(2-Chloro-4-dimethylamino-5-fluoro-phenyl)-3-nitro-pyridin-2-yl]-(1-cyclopropyl-propyl)-amine	HCID 22052078	43.4%

Reaction Steps

Trifluoro-methanesulfonic acid 4-(2-chloro-4-dimethylamino-5-fluoro-phenyl)-3-nitro-pyridin-2-yl ester (548 mg, 1.76 mmol) and 1-cyclopropyl-propylamine HCl (479 mg, 3.5 mmol) were treated substantially as described in Part C of Example 19a to produce 300 mg (43%) of crude [4-(2-chloro-4-dimethylamino-5-fluoro-phenyl)-3-nitro-pyridin-2-yl]-(1-cyclopropyl-propyl)-amine: MS (EI) m/z 393.22 [(M+H)+, 100].

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07067658B2
Source dataset	uspto-grants-2006_06
ORD ID	ord-3caef49ec1d648a289a414f6163319eb
Source note	uspto-grants-2006_06